
Holiday houses in Middlesex County
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Top-rated holiday rentals in Middlesex County
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Air Bee-n-Bee Hive-Unique Themed Stay, Coffee bar
Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

Monthly 1BR Retreat | Steps to Harvard
Experience modern comfort in this brand-new luxury 1BR apartment, unbeatable location steps from Harvard’s campus in Cambridge. - Enjoy spacious living with large windows, modern appliances with free coffee & bathroom essentials. - Building offers amenities, including co-working booths, meeting rooms, a game room with poker & billiards, a private cinema, amazing gym, yoga studio & golf simulator. - Perfect place for remote work with access to daily housekeeping, high-speed WiFi & smart lock.

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Farmhouse Guest Apartment
Welcome to our quiet private guest apartment! Our property, is surrounded by fields, woods, gardens, and a pond. You will enter through a shared entrance & stairway in our home, but have an entire 725 sq. ft. guest apartment all to yourself that includes a living room, full kitchen, bathroom, and large bedroom with a desk. It has ample light with views of fields, stone walls, Christmas trees and our barn. Out back we have a pool, BBQ, table & chairs you may use.

Picturesque Waterfront Getaway
Relax and enjoy four seasons of beauty on Bare Hill Pond in Harvard, MA! Nearby are conservation trails, Prospect Hill, and a cozy general store. Located on the lower level of our family home is a private unit with kitchen, dining area, living room, bedroom with queen bed, and full bathroom. There's radiant heat, polished concrete floors and a gas fireplace. The patio is perfect for morning coffee, chilling, grilling and cocktails at sunset. Linens provided.

Comfortable apartment in Framingham
Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Newly Renovated Apartment Near Downtown Hudson
Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

Hidden Gem
This memorable hidden gem in historical Acton, is anything but ordinary. With your own parking area and semi-private entrance this tastefully decorated guest house is close to many hot spots. The Bruce Freemen Rail Trail, Nara Park, Kimball’s farm in Westford and historical Concord just to name a few. Situated Thirty minutes west of Boston makes it easily accessible to all routes north, south, east and west.

Cozy en suite w/ high ceilings
Enjoy this peaceful oasis with backyard views of the tall pine forest and soothing sounds of a patio waterfall. Private entrance en suite features off street parking, air conditioning, easy access to major amenities. 10 minutes to Mass Pike. 5 minutes to Framingham State University.  Very safe and easily walkable neighborhood. Use of propane fire pit upon request. 
Popular amenities for Middlesex County holiday rentals
Other great holiday rentals in Middlesex County

Lake st #3 private BR shared bathR and kitchen

Cozy loft overlook at Slo Poke Farm

Swan Home with warm vibes - Guest BR & Pvt Bath

Private Room | AC | Full Kitchen | WiFi | Parking

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi

The Big Back Room

Marlborough center 1 Bedroom #2 Twin bed

Cozy Downtown Apartment close to Everything
Destinations to explore
- Smoking-friendly rentals Middlesex County
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- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Monadnock State Park
- New England Aquarium
- Duxbury Beach
- Good Harbor Beach
- Freedom Trail
- Canobie Lake Park
- MIT Museum
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- Salem Willows Park
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- Art and culture Middlesex County
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